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1
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0000648616
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For sugar-derived 1-alkoxy-1,3-butadienes, see: a) David, S.; Lubineau, A.; Thieffry, A. Tetrahedron 1978, 34, 299-304.
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5
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33845552235
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For 1-alkoxy-3-trimethylsiloxy-1,3-butadienes, see: a) Bednarski, M.; Danishefsky, S. J. Am. Chem. Soc. 1983, 105, 6968-6969.
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b) Gupta, R.C.; Harland, P.A.; Stoodley, R.J. J. Chem. Soc, Chem. Commun. 1983, 754-756.
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c) Danishefsky, S.; Bednarski, M.; Izawa, T.; Maring, C. J. Org. Chem. 1984, 49, 2290-2292.
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d) Gupta, R.C.; Harland, P.A.; Stoodley, R.J. Tetrahedron 1984, 40, 4657-4567.
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f) Gupta, R.C; Raynor, C.M.; Stoodley, R.J.; Slawin, A.M.Z.; Williams, D.J. J. Chem. Soc. Perkin Trans. I 1988, 1773-1785.
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g) Gupta, R.C; Larsen, R.J.; Stoodley, R.J.; Slawin, A.M.Z.; Williams, D.J. J. Chem. Soc. Perkin Trans. I 1989, 739-749.
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i) Beagley, B.; Larsen, D.S.; Pritchard, R.G.; Stoodley, R.J. J. Chem. Soc. Perkin Trans. I 1990, 3113-3127.
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15
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0007410923
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For 2-methyl substituted 1-alkoxy-1,3-butadienes, see: a) Thiem, R.; Rotscheidt, K.; Breitmaier, E. Synthesis 1989, 836-843.
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Thiem, R.1
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18
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37049083045
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For other types of substituted 1-alkoxy-1,3-butadienes, see reference 1d, as well as: a) Aspinall, I.H.; Cowley, P.M.; Mitchell, G.; Stoodley, R.J. J. Chem. Soc, Chem. Commun. 1993, 1179-1180.
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b) Aspinall, I.H.; Cowley, P.M.; Stoodley, R.J. Tetrahedron Lett. 1994, 35, 3397-3400.
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0343374935
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For an exception, see ref. 1a-c
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For an exception, see ref. 1a-c.
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22
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0001685022
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Alkoxyacetylenes containing very bulky alkoxy groups are readily available from either ethyl vinyl ether or trichloroethylene: a) M.A. Pericàs, F. Serratosa, E. Valentí. Tetrahedron 1987, 43, 2311-2316.
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Castro, J.; Sörensen, H.; Riera, A.; Morin, C.; Moyano, A.; Pericàs, M.A.; Greene, A.E. J. Am. Chem. Soc. 1990, 112, 9388-9389.
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Sola, Ll.; Castro, J.; Moyano, A.; Pericàs, M.A.; Riera, A. Tetrahedron Lett. 1992, 33, 2863-2366.
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29
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0343374929
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note
-
13C-NMR and HPLC when the reaction was performed at room temperature
-
-
-
-
30
-
-
0343374928
-
-
note
-
3a on the basis of NOE experiments, has assumed that the analogous 2-methyl substituted diene preferentially exists in solution as a s-trans conformer and has subsequently assigned the configuration of the major diastereomers arising from the Diels-Alder reaction with MA and PTAD by assuming an endo attack to the more sterically free face of the diene in that conformer. We have now found that an AMI based theoretical conformational analysis supports this hypothesis. However, the small value of the calculated energy differences between conformer X (s-trans) and conformer IX (s-cis) suggests the convenience of a more detailed analysis.
-
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Dewar, M.J.S.; Olivella, S.; Stewart, J.J.P. J. Am. Chem. Soc. 1986, 108, 5771-5779.
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0343374926
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MacSpartan Plus, version 1.0, Wavefunction, Inc., 18401 Von Karman, Suite 370, Irvine, California, 92612.
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0030467165
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For a recent theoretical account on the Diels-Alder reactions of (E)-1-amino-and (E)-1-hydroxy-1,3-butadiene with cyanoetylenes, see: Sustmann, R.; Sicking, W. J. Am. Chem. Soc. 1996, 118, 12562-12571.
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0342505357
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Submitted for publication
-
A controlled decomposition of the vinylcopper reagent generated from these zirconaolefins affords (E,E)-1,4-dialkoxy-1,3-butadienes: Virgili, M.; Moyano, A.; Pericàs, M.A.; Riera, A. Submitted for publication.
-
A Controlled Decomposition of the Vinylcopper Reagent Generated from these Zirconaolefins Affords (E,E)-1,4-Dialkoxy-1,3-Butadienes
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Virgili, M.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
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0001209154
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Buchwald, S.L.; LaMaire, S.J.; Nielsen, R.B.; Watson, B.T.; King, S.M. Tetrahedron Lett. 1987, 34, 3895-3898.
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